Femboy Slavery - Ruined Ejaculation In Chastity Cage (Shorties)
30 days ago
7:19

ShemaleSin

Femboy Slavery - Ruined Ejaculation In Chastity Cage (Shorties)

Tags: amateur, big tits, bondage, cage, compilation, cum, cumshot

Spitroast, pool
31 days ago
7:03

ShemaleTaxi

Spitroast, pool

Tags: anal, big cock, cage, creampie, cumshot, group sex, orgy

Being put into a vapid cell After Misstress cleans my locked Clitty Lil beef whistle
2 years ago
9:34

KeekAss

Being put into a vapid cell After Misstress cleans my locked Clitty Lil beef whistle

Tags: amateur, cage, crossdressing, femdom, feminization, fetish, handjob

Natilie Mars's Mistress 2
2 years ago
18:18

TrannyOne

Natilie Mars's Mistress 2

Tags: big tits, cage, dick, domination, latex, mistress, shemale

Amateur sissy cutie teasing in her Indian saree with locked clitty
45 days ago
9:56

HDSex

Amateur sissy cutie teasing in her Indian saree with locked clitty

Tags: amateur, cage, crossdressing, cute, indian, masturbation, shemale

crossdresser in chastity gets fucked good by her husband
2 years ago
4:05

aShemaleTube

crossdresser in chastity gets fucked good by her husband

Tags: amateur, anal, barebacking, big cock, cage, creampie, crossdressing

sissylucylove trans cum caged and drink it
2 years ago
6:24

TrannyOne

sissylucylove trans cum caged and drink it

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The Vice Mach two chastity cage (prototype) product review!!
38 days ago
9:14

ShemaleSin

The Vice Mach two chastity cage (prototype) product review!!

Tags: amateur, bdsm, cage, transsexual

Edging Lana to Multiple Ruined Orgasms after 4 weeks in a Chastity Cage
2 years ago
17:24

TrannyOne

Edging Lana to Multiple Ruined Orgasms after 4 weeks in a Chastity Cage

Tags: big tits, buttplug, cage, handjob, kinky, masturbation, orgasm

Nano Nano Cums Through Cage
2 years ago
9:56

TrannyOne

Nano Nano Cums Through Cage

Tags: asian, cage, cartoon, cum, masturbation, shemale, solo

femboy cums negative Cage
2 years ago
2:12

ShemaleSin

femboy cums negative Cage

Tags: amateur, anal, cage, cum, cumshot, hardcore, lingerie

Training the Gimp 2 with Natalie Mars
3 years ago
1:04:39

FapCat

Training the Gimp 2 with Natalie Mars

Tags: anal, bondage, cage, diaper, fisting, pissing, shemale

Kendra James with Sissy Maid
2 months ago
1:27:33

aShemaleTube

Kendra James with Sissy Maid

Tags: blowjob, cage, crossdressing, domination, fetish, kendra james, maid

Sex Tool and hand up the butt!
2 years ago
2:07

ShemaleSin

Sex Tool and hand up the butt!

Tags: amateur, anal, ass, cage, dildo, fetish, french

BBC putted a chastity cage in her trans wife and fucker her until gives her a large facial
2 years ago
8:22

ShemaleSin

BBC putted a chastity cage in her trans wife and fucker her until gives her a large facial

Tags: anal, barebacking, big ass, big black cock, black, blonde, cage

Tgirl SADOMASOCHISM TS Fabiola Golden-Haired
4 years ago
6:03

ShemaleSin

Tgirl SADOMASOCHISM TS Fabiola Golden-Haired

Tags: bdsm, blonde, bondage, bound, cage, corset, fetish

Small cock cum, small shemale
4 years ago
6:44

ShemaleTaxi

Small cock cum, small shemale

Tags: amateur, anal, anal toying, bdsm, beauty, big cock, cage

Sexy Asian TS in Chasity with Dildo
8 months ago
1:32

aShemaleTube

Sexy Asian TS in Chasity with Dildo

Tags: amateur, asian, cage, chinese, dildo, ladyboy, shemale

Twerk On My Chastity - PMV by HoloPMV
7 months ago
2:11

aShemaleTube

Twerk On My Chastity - PMV by HoloPMV

Tags: anal, big ass, cage, cum, dick, hd, redhead

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom
1 year ago
10:19

XXXDan

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

Tags: amateur, anal, british, cage, crossdressing, cumshot, dildo

Dazzling blonde Sissy plays the foolish doll
1 year ago
6:44

ShemaleTaxi

Dazzling blonde Sissy plays the foolish doll

Tags: asian, bdsm, blonde, cage, doll, high heels, ladyboy

Sissy Girls Dominated in Bondage Compilation
3 years ago
8:02

aShemaleTube

Sissy Girls Dominated in Bondage Compilation

Tags: amateur, bondage, cage, compilation, crossdressing, domination, fetish

The sexy trans angel strikes anew, part three.
18 days ago
10:17

ShemaleSin

The sexy trans angel strikes anew, part three.

Tags: ass, cage, dildo, fishnet, toys, tranny, transsexual

Peeing man dressed in a plane purity box with catheter and sans that one
2 years ago
6:19

KeekAss

Peeing man dressed in a plane purity box with catheter and sans that one

Tags: amateur, cage, crossdressing, femdom, feminization, fetish, golden shower

Quarantine Joy With Sofia Ass-Cheek , Nyxi Leon, and Lix Kyo
3 years ago
8:07

KeekAss

Quarantine Joy With Sofia Ass-Cheek , Nyxi Leon, and Lix Kyo

Tags: 3some, anal, ass, assfucking, barebacking, blonde, blowjob

Anal cumshots in a chastity cage - Sissy slut Jessica Bloom
2 years ago
10:27

ShemaleTaxi

Anal cumshots in a chastity cage - Sissy slut Jessica Bloom

Tags: anal, big cock, cage, cumshot, dildo, fisting, prostate

How to: Putting On a Chastity Cage with 8mm Urethral Tubing & Anti Pull Out Ring
3 years ago
5:00

ShemaleSin

How to: Putting On a Chastity Cage with 8mm Urethral Tubing & Anti Pull Out Ring

Tags: amateur, babe, blonde, bondage, cage, fetish, sissy

Mexican Sissy Maid un chastity Cage
2 years ago
16:05

ShemaleSin

Mexican Sissy Maid un chastity Cage

Tags: amateur, anal, anal toying, cage, fetish, ladyboy, maid

trap Bea
2 years ago
7:45

aShemaleTube

trap Bea

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Chastity cage, sissy boy
2 years ago
16:40

ShemaleTaxi

Chastity cage, sissy boy

Tags: amateur, anal, bdsm, bondage, boy, cage, homevideo

The smaller the more excellent
2 years ago
1:01

ShemaleSin

The smaller the more excellent

Tags: amateur, big tits, cage, latex, lingerie, small tits, stockings

Tranny Gets Cock Bondaged And Ass Banged
3 years ago
9:13

TrannyOne

Tranny Gets Cock Bondaged And Ass Banged

Tags: anal, anus, ass, assfucking, bdsm, bondage, cage

Brittney pulled out of cage and fucked
2 years ago
21:04

XXXDan

Brittney pulled out of cage and fucked

Tags: anal, big tits, blonde, cage, shemale

Chastity cage, urethra, jizz, vibrating sex tool
3 years ago
8:51

ShemaleSin

Chastity cage, urethra, jizz, vibrating sex tool

Tags: cage, clit, creampie, cum, cumshot, fetish, jizz

Sissy Showing chastity cage and flogging herself
2 years ago
1:33

ShemaleSin

Sissy Showing chastity cage and flogging herself

Tags: amateur, bdsm, cage, fetish, sissy

Penetration+Finger
1 year ago
3:42

ShemaleSin

Penetration+Finger

Tags: amateur, anal, cage, fetish, fingering, french, small tits

Picked up by a truck driver during a public slutwalk
1 year ago
2:19

aShemaleTube

Picked up by a truck driver during a public slutwalk

Tags: big ass, cage, crossdressing, hd, outdoor, public, shemale

Fuck Your Body - PMV by HoloPMV
39 days ago
3:51

aShemaleTube

Fuck Your Body - PMV by HoloPMV

Tags: amateur, anal, asian, cage, chinese, compilation, cumshot

Sissy Maid Krissy Small Penis Humiliation - female voice over SPH with chastity feminization
1 year ago
10:45

aShemaleTube

Sissy Maid Krissy Small Penis Humiliation - female voice over SPH with chastity feminization

Tags: amateur, anal, blowjob, cage, crossdressing, dick, feminization

TS XXL fucks locked sub
4 years ago
2:17

aShemaleTube

TS XXL fucks locked sub

Tags: amateur, barebacking, big cock, blonde, cage, fetish, hd

Jealous Type - PMV by HoloPMV
2 months ago
3:02

aShemaleTube

Jealous Type - PMV by HoloPMV

Tags: amateur, anal, cage, compilation, dancing, hd, ladyboy

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*
5 years ago
14:46

KeekAss

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*

Tags: anal, basement, bdsm, blonde, bondage, cage, domination

Trans Jessica Bloom explores her own cum with some wild anal fun involving a buttplug, fisting, and a huge dildo
41 days ago
8:27

ShemaleMovie

Trans Jessica Bloom explores her own cum with some wild anal fun involving a buttplug, fisting, and a huge dildo

Tags: anal, buttplug, cage, cumshot, dildo, fisting, funny

TATTOO trans sissy get ANAL fucked with strap-on, Alternative FEMDOM with dick cage, anal stretching
6 months ago
3:00

TrashReality

TATTOO trans sissy get ANAL fucked with strap-on, Alternative FEMDOM with dick cage, anal stretching

Tags: anal, assfucking, cage, cumshot, dick, english, extreme

I'm being dildoed!
2 years ago
2:52

ShemaleSin

I'm being dildoed!

Tags: amateur, anal, cage, dildo, french, small tits, toys

Femboy SuperSubbySoup rides long Bad Dragon dildo while wearing a chastity cage
2 years ago
2:16

aShemaleTube

Femboy SuperSubbySoup rides long Bad Dragon dildo while wearing a chastity cage

Tags: amateur, anal, cage, crossdressing, dildo, hd, shemale

Alice Crystal Horny Crossdressing Babe Gets Cocked!
2 years ago
6:12

TrannyOne

Alice Crystal Horny Crossdressing Babe Gets Cocked!

Tags: amateur, babe, barebacking, blowjob, cage, crossdressing, dick

Exploring inverted innocence with a urethral catheter for the first time
46 days ago
14:37

XXXVogue

Exploring inverted innocence with a urethral catheter for the first time

Tags: bdsm, cage, first time, fishnet, insertion, pissing, shemale

Audrey t-girl: a real public hooker in a chastity cage and expecting for her loyal customers.
2 years ago
5:13

ShemaleSin

Audrey t-girl: a real public hooker in a chastity cage and expecting for her loyal customers.

Tags: amateur, beauty, cage, european, fetish, french, lingerie

Underwear tgirl in pen taken out for glamour orgy in three
4 years ago
7:00

KeekAss

Underwear tgirl in pen taken out for glamour orgy in three

Tags: 3some, anal, assfucking, barebacking, bdsm, blonde, blowjob

Female Dominance Smacks and Cages 2 TRANSSEXUAL Subjugated Sissy Supersluts
5 years ago
13:27

KeekAss

Female Dominance Smacks and Cages 2 TRANSSEXUAL Subjugated Sissy Supersluts

Tags: 3some, amateur, bdsm, bimbo, blonde, brunette, cage

Femboy SuperSubbySoup rides Bad Dragon dildo in chastity
2 years ago
2:19

aShemaleTube

Femboy SuperSubbySoup rides Bad Dragon dildo in chastity

Tags: amateur, anal, cage, cumshot, dildo, hd, shemale

HA47The female colleague was locked in cage inserted a plug surrendered mistresse with sex machine
1 year ago
1:24

ShemaleSin

HA47The female colleague was locked in cage inserted a plug surrendered mistresse with sex machine

Tags: amateur, anal, asian, bdsm, big ass, bondage, cage

Sissy Mari enjoys getting fucked by her dildo
42 days ago
6:54

aShemaleTube

Sissy Mari enjoys getting fucked by her dildo

Tags: anal, cage, crossdressing, dildo, hd, lingerie, masturbation

Pegging my sissy femboy on a leash and purity
2 years ago
4:04

KeekAss

Pegging my sissy femboy on a leash and purity

Tags: amateur, anal, cage, crossdressing, domination, femdom, fetish

Cute tranny fucked in tiny chastity
2 months ago
2:11

aShemaleTube

Cute tranny fucked in tiny chastity

Tags: amateur, anal, cage, cute, hd, pov, shemale

Spreading Wide in High Definition
1 year ago
9:10

ShemaleTaxi

Spreading Wide in High Definition

Tags: anal, anal toying, blonde, cage, gaping hole, german, hd

Adorable Sissy Innocence Sub Let Out to be Taunted Denied Abased and Locked up by Domina Mercer
4 years ago
12:29

KeekAss

Adorable Sissy Innocence Sub Let Out to be Taunted Denied Abased and Locked up by Domina Mercer

Tags: abuse, adorable, bdsm, brunette, cage, denial, dick

Trap Kimmi Cums in her Throat
5 years ago
3:18

ShemaleSin

Trap Kimmi Cums in her Throat

Tags: amateur, cage, cum, cumshot, masturbation, sissy, tease

Confined pleasure: a night of big dildo fun, chastity cage, and long pantyhose
57 days ago
10:03

ShemaleTaxi

Confined pleasure: a night of big dildo fun, chastity cage, and long pantyhose

Tags: anal, ass, bdsm, big ass, big cock, bondage, cage

Cumming SO BANGING HARD in a flat cage!!!!
2 years ago
0:51

ShemaleSin

Cumming SO BANGING HARD in a flat cage!!!!

Tags: anal, banging, cage, cum, cumshot, fantasy, hardcore

New gurl Missy fucked in chastity at The Sissy Institute
2 years ago
3:54

TrannyOne

New gurl Missy fucked in chastity at The Sissy Institute

Tags: blowjob, cage, dick, domination, shemale, sissy

A costume, heels and a chastity cage. Trying a giant vibrator and cumming in my tights!
1 year ago
3:04

ShemaleSin

A costume, heels and a chastity cage. Trying a giant vibrator and cumming in my tights!

Tags: anal, asian, brunette, cage, costume, cum, cumshot

Chastity cage, public cum
2 years ago
6:24

ShemaleTaxi

Chastity cage, public cum

Tags: cage, cum, locker room, public, shemale, toys

Queenie teasingly asks Erica if shes been good Erica says shes been VERY good willingly wearing a locked cock cage for two whole months Queenie is ple
1 year ago
6:11

FapCat

Queenie teasingly asks Erica if shes been good Erica says shes been VERY good willingly wearing a locked cock cage for two whole months Queenie is ple

Tags: bdsm, big tits, black, blonde, blowjob, cage, deep throat

Putting a cage on my penis with a huge urethral sounding
1 year ago
18:26

XXXDan

Putting a cage on my penis with a huge urethral sounding

Tags: bdsm, big cock, brazilian, cage, dick, hardcore, lingerie

Rachael Belle Exposed Chastity Sissy Slut Humiliation 5
5 months ago
2:29

aShemaleTube

Rachael Belle Exposed Chastity Sissy Slut Humiliation 5

Tags: cage, crossdressing, fetish, hd, humiliation, masturbation, shemale

Hot (18+) Ts Teen shows off her Chasity cage
6 months ago
2:00

aShemaleTube

Hot (18+) Ts Teen shows off her Chasity cage

Tags: amateur, blonde, cage, fetish, homevideo, shemale, teen (18+)

River dance in the chastity cage
1 year ago
5:06

XXXDan

River dance in the chastity cage

Tags: amateur, blonde, cage, cosplay, crossdressing, fetish, lingerie

Princess Donna Twats Nice Beauties Up In Cages (1 HR NO PEE)
7 months ago
0:29

ShemaleSin

Princess Donna Twats Nice Beauties Up In Cages (1 HR NO PEE)

Tags: anal, bdsm, beauty, bondage, cage, deep throat, dildo

Trans angel shows u her mouth game in jock cage
25 days ago
2:04

ShemaleSin

Trans angel shows u her mouth game in jock cage

Tags: amateur, cage, dildo, game, hd, oral, small tits

Cage shemale has hardcore anal sex
9 months ago
5:01

aShemaleTube

Cage shemale has hardcore anal sex

Tags: amateur, anal, cage, domination, hardcore, homevideo, shemale

Lingerie, underwear
2 years ago
7:53

ShemaleTaxi

Lingerie, underwear

Tags: amateur, cage, crossdressing, european, french, lingerie, shemale

Blond TS rides 8” Rod // Chasity Cage Climax
2 years ago
6:24

ShemaleSin

Blond TS rides 8” Rod // Chasity Cage Climax

Tags: anal, babe, big tits, blonde, blowjob, cage, transsexual

Sissy Femboy in Pink Furry Coat removes their Chastity Cage
1 year ago
2:30

ShemaleSin

Sissy Femboy in Pink Furry Coat removes their Chastity Cage

Tags: amateur, cage, fetish, fur, masturbation, sissy

She Fucked Me with a Plug in her Ass
1 year ago
2:18

aShemaleTube

She Fucked Me with a Plug in her Ass

Tags: anal, ass, big ass, buttplug, cage, femdom, french

I open my ass while wearing my chastity cage
2 years ago
6:11

XXXDan

I open my ass while wearing my chastity cage

Tags: anal, ass, big ass, cage, dildo, gaping hole, shemale

Inverted chastity cage is intense
13 days ago
5:22

aShemaleTube

Inverted chastity cage is intense

Tags: amateur, cage, fetish, hd, homevideo, shemale, sissy

Mistresse dragged me out of the cage Mouth gag and rope bondage Various sex poses by belt on Mistress directly awards the face ride Surprised and deli
5 years ago
2:55

ShemaleSin

Mistresse dragged me out of the cage Mouth gag and rope bondage Various sex poses by belt on Mistress directly awards the face ride Surprised and deli

Tags: anal, babe, bdsm, big tits, bondage, cage, chinese

Sissy male cums in chastity cage
3 years ago
12:14

ShemaleSin

Sissy male cums in chastity cage

Tags: anal, assfucking, cage, cum, sissy, toys

Locktober Sissygasm in my Fresh Cage - Jessica Bloom
57 days ago
5:21

ShemaleSin

Locktober Sissygasm in my Fresh Cage - Jessica Bloom

Tags: amateur, anal, anal toying, ass to mouth, blonde, cage, close up

Locked in Latex: Return of the Sissy
2 years ago
5:39

aShemaleTube

Locked in Latex: Return of the Sissy

Tags: anal, big black cock, blonde, cage, crossdressing, dick, hd

Vlada bang booty in chastity cage
2 years ago
3:05

ShemaleSin

Vlada bang booty in chastity cage

Tags: amateur, anal, anal toying, booty, cage, solo, stockings

crossdresser Chastity app-lock butt plug
2 years ago
2:22

aShemaleTube

crossdresser Chastity app-lock butt plug

Tags: amateur, anal, buttplug, cage, crossdressing, hd, ladyboy

JadeSissy fuck machine fun
1 year ago
0:33

aShemaleTube

JadeSissy fuck machine fun

Tags: anal toying, cage, crossdressing, fucking machine, funny, hd, lingerie

femboy cums caged
2 years ago
2:27

ShemaleSin

femboy cums caged

Tags: amateur, beauty, cage, cum, cumshot, lingerie, redhead

Changes my Wet Diaper BUT STILL Won’t Take me Out of My Chastity
3 years ago
2:32

FapCat

Changes my Wet Diaper BUT STILL Won’t Take me Out of My Chastity

Tags: amateur, cage, diaper, fetish, hd, pissing, shemale

Cute Japanese shemale Mina cums in chastity like a good slut
33 days ago
9:14

aShemaleTube

Cute Japanese shemale Mina cums in chastity like a good slut

Tags: asian, cage, cum, cute, hd, japanese, orgasm

Sissy shows off her maid suit, her chastity cage and her pants
1 year ago
0:58

ShemaleSin

Sissy shows off her maid suit, her chastity cage and her pants

Tags: amateur, cage, dress, european, maid, sissy, solo

Mana Kali got caged
1 year ago
1:16:11

aShemaleTube

Mana Kali got caged

Tags: cage, hd, shemale, small tits, solo, toys, webcam

Notsoftforwork chastity cage and vibrator
2 years ago
20:03

JizzBunker

Notsoftforwork chastity cage and vibrator

Tags: amateur, cage, shemale, vibrator

TRANSFIXED - Submissive With Chastity Cage Erica Cherry Makes Femdom Queenie Sateen SQUIRT A
1 year ago
15:37

aShemaleTube

TRANSFIXED - Submissive With Chastity Cage Erica Cherry Makes Femdom Queenie Sateen SQUIRT A

Tags: barebacking, big ass, big cock, blowjob, cage, femdom, hd

Tgirl Babe in Chasity Cage Gets Fucked by large Dildo
2 years ago
11:54

TrannyOne

Tgirl Babe in Chasity Cage Gets Fucked by large Dildo

Tags: amateur, babe, cage, dildo, shemale, tgirl

My girlfriend in Latex makes me vibrate in a cage
1 year ago
6:27

ShemaleSin

My girlfriend in Latex makes me vibrate in a cage

Tags: amateur, bdsm, bondage, cage, ex girlfriend, fetish, french

Caged ladies cumming
10 months ago
26:40

aShemaleTube

Caged ladies cumming

Tags: cage, cum, fucking machine, high heels, shemale, stockings

A Worshipper Sent Her A Fresh Plaything And It Made Her Climax Stiff
2 years ago
4:34

KeekAss

A Worshipper Sent Her A Fresh Plaything And It Made Her Climax Stiff

Tags: amateur, anal, assfucking, cage, crossdressing, cum, cumshot

Jess Bloom Squirts Multiple Times Riding Massive Dildos in Penis Cage
54 days ago
5:16

ShemaleSin

Jess Bloom Squirts Multiple Times Riding Massive Dildos in Penis Cage

Tags: anal, ass, ass to mouth, beauty, blonde, cage, cum

Big Black ripping my ass -Hotel pt 3
10 months ago
6:04

aShemaleTube

Big Black ripping my ass -Hotel pt 3

Tags: amateur, anal, ass, big cock, big tits, black, cage

Comedy Capers in cage
1 year ago
1:27

aShemaleTube

Comedy Capers in cage

Tags: amateur, cage, crossdressing, fetish, hd, homevideo, lingerie

BBC King put me in my place again 💦
18 days ago
0:35

aShemaleTube

BBC King put me in my place again 💦

Tags: amateur, anal, barebacking, big black cock, blowjob, cage, dick

Excited Latex Wench Locked In The Inverted Chastity Cage
2 years ago
2:31

ShemaleSin

Excited Latex Wench Locked In The Inverted Chastity Cage

Tags: beauty, cage, ladyboy, latex, shemale, stockings

Bianca Black teaches Sydney Summers the ropes of plumbing with a dominating twist
5 days ago
25:12

XXXVogue

Bianca Black teaches Sydney Summers the ropes of plumbing with a dominating twist

Tags: anal, bdsm, bianca black, cage, cum, domination, humiliation

Includes changing to a smaller cage
2 years ago
3:15

ShemaleSin

Includes changing to a smaller cage

Tags: anal toying, british, cage, lingerie, small tits

Sissy Mindy wears a super short horny Maid uniform and her small white chastity cage. Sissy Mindy is given one more Public Humiliation Assignment: Cos
2 years ago
4:48

ShemaleSin

Sissy Mindy wears a super short horny Maid uniform and her small white chastity cage. Sissy Mindy is given one more Public Humiliation Assignment: Cos

Tags: ass, bus, cage, costume, fetish, food, high heels

hard-on mega-bitch sissy gargles fuckpole at cheap hotel thirsty for jizz
3 years ago
11:57

KeekAss

hard-on mega-bitch sissy gargles fuckpole at cheap hotel thirsty for jizz

Tags: amateur, bimbo, bitch, blowjob, brunette, cage, crossdressing

Walking in merely a corset, blazer, stocking, heels and garterbelt. Locked in a pink chastity cage. Strolling throughout my neighborhood and crossing
2 years ago
5:54

ShemaleSin

Walking in merely a corset, blazer, stocking, heels and garterbelt. Locked in a pink chastity cage. Strolling throughout my neighborhood and crossing

Tags: beauty, bus, cage, corset, fetish, garter belts, high heels

Sissy TGirl Lucy in Purity is Drilled by ten Inch BIG BLACK COCK at SheWorld Fuckfest Bar
5 years ago
12:24

KeekAss

Sissy TGirl Lucy in Purity is Drilled by ten Inch BIG BLACK COCK at SheWorld Fuckfest Bar

Tags: amateur, anal, assfucking, bar, big black cock, big cock, black

Connie Cage Conditions Her Mind for Cocks
6 years ago
10:46

ShemaleZ

Connie Cage Conditions Her Mind for Cocks

Tags: amateur, cage, dick, fetish, masturbation, shemale, solo

Cute Tgirl Diversity Itsol toys her girlcock in a purity cage while edging and teasing her nipples
2 years ago
5:14

ShemaleTaxi

Cute Tgirl Diversity Itsol toys her girlcock in a purity cage while edging and teasing her nipples

Tags: beauty, cage, cute, feet, masturbation, moaning, nipples

Innocence Tears, Displaying, And Disappointment
3 years ago
2:52

KeekAss

Innocence Tears, Displaying, And Disappointment

Tags: amateur, beauty, bondage, buttplug, cage, crossdressing, cum

52820
30 days ago
11:20

aShemaleTube

52820

Tags: barebacking, big cock, blowjob, brunette, cage, homevideo, lingerie

SisK being pummeled by boinking machine (close up gigs)
3 years ago
18:36

KeekAss

SisK being pummeled by boinking machine (close up gigs)

Tags: amateur, anal, anal toying, asian, ass, cage, close up

Natalie Mars and Riley Reyes: Hog Wild
5 years ago
7:38

ShemaleSin

Natalie Mars and Riley Reyes: Hog Wild

Tags: blonde, blowjob, bondage, brunette, cage, dick, fetish

Femboy Enjoy II
6 years ago
19:43

KeekAss

Femboy Enjoy II

Tags: amateur, anal, assfucking, bdsm, big ass, cage, crossdressing

Sissy Screws herself to Handsfree Sissygasm in V-Card Box
5 years ago
5:05

KeekAss

Sissy Screws herself to Handsfree Sissygasm in V-Card Box

Tags: amateur, anal, blonde, boy, cage, crossdressing, handjob

Invasion HERMAPHRODITISM Look (Futa x Masculine)
5 years ago
1:57

KeekAss

Invasion HERMAPHRODITISM Look (Futa x Masculine)

Tags: 3d, 69, big cock, big tits, black, blonde, cage

Sissy training, chastity cage
2 years ago
8:39

ShemaleTaxi

Sissy training, chastity cage

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Princess Reina Hanno Swaying Thighs and Spear in Dance
2 years ago
4:03

KeekAss

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SMALLISH TEENAGER SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE EJACULATION
4 years ago
6:35

KeekAss

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7 years ago
46:18

AshemaleOne

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3 years ago
13:00

KeekAss

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Trine Larsen 2025 The tour 6 The leopard body
58 days ago
6:05

aShemaleTube

Trine Larsen 2025 The tour 6 The leopard body

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Sissy Maid Locking her Lil' Will-Less Clitty in a highly Puny Purity Box
6 years ago
3:57

KeekAss

Sissy Maid Locking her Lil' Will-Less Clitty in a highly Puny Purity Box

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Trine Larsen 2025 Hotel Anal 23 PU leather
34 days ago
9:16

aShemaleTube

Trine Larsen 2025 Hotel Anal 23 PU leather

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A Beauty with a Nasty Streak
21 days ago
7:12

aShemaleTube

A Beauty with a Nasty Streak

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4 years ago
41:02

ShemaleTaxi

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Quarantine Joy With Sofia Booty-Crack , Nyxi Leon, and Lix Kyo
3 years ago
8:07

KeekAss

Quarantine Joy With Sofia Booty-Crack , Nyxi Leon, and Lix Kyo

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3 years ago
6:20

ShemaleTaxi

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College Girl Sarah and Nurse Petula Part two
5 years ago
16:16

KeekAss

College Girl Sarah and Nurse Petula Part two

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Nutting & Splooging
2 years ago
2:07

KeekAss

Nutting & Splooging

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Femdom sissy, chastity cage
3 years ago
9:51

ShemaleTaxi

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Trangirl's in Innocence Swallow from her Protection in Public
3 years ago
11:19

KeekAss

Trangirl's in Innocence Swallow from her Protection in Public

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2 years ago
20:22

ShemaleTaxi

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Pretty Trans Fondles her Clitty in Public
2 years ago
8:08

KeekAss

Pretty Trans Fondles her Clitty in Public

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Jessica Bloom has been in a chastity cage all month for locktober, so her butthole is lust all kinds of massive weenies and dildos! That Babe rides mu
2 years ago
7:11

ShemaleSin

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Encaged Spandex Whore Busting Ballsack
2 years ago
2:15

KeekAss

Encaged Spandex Whore Busting Ballsack

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French sissy, chastity cage
54 days ago
12:28

ShemaleTaxi

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Ladyboy's POV: Trapped in the wrong cage and face-fucked by the guards in a harsh gangbang
2 years ago
8:34

ShemaleTaxi

Ladyboy's POV: Trapped in the wrong cage and face-fucked by the guards in a harsh gangbang

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Platinum-Blonde Sissy Dual Invasion
5 years ago
13:31

KeekAss

Platinum-Blonde Sissy Dual Invasion

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Ladyboy, undergarments
2 years ago
6:03

ShemaleTaxi

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Feb 24th 2022
3 years ago
3:00

ShemaleSin

Feb 24th 2022

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Erica Cherry has been VERY good wearing a locked cock cage for two whole months Queenie Sateen is pleased praising Erica for showing restraint Erica i
1 year ago
6:11

FapCat

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Sissy In White Stocking And Cage Play With Dildo And Cum
4 years ago
10:10

HClips

Sissy In White Stocking And Cage Play With Dildo And Cum

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PUNY TEENIE SISSY CROSSDRESSER IN CHASITY CELL GAPES BUTT AND PLAYS WITH JIZM 4k
4 years ago
12:40

KeekAss

PUNY TEENIE SISSY CROSSDRESSER IN CHASITY CELL GAPES BUTT AND PLAYS WITH JIZM 4k

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3 years ago
12:47

ShemaleTaxi

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cage division Ladyboy Live Jizz Display
4 years ago
8:55

KeekAss

cage division Ladyboy Live Jizz Display

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Sissy Lucy Machine Fucked by Glowing Dildo Whilst Locked In Chastity
3 years ago
5:57

aShemaleTube

Sissy Lucy Machine Fucked by Glowing Dildo Whilst Locked In Chastity

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How to become sissy
2 years ago
8:23

KeekAss

How to become sissy

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Crossdresser Sissy in chastity cage sucking Mistress big cock
4 years ago
0:33

aShemaleTube

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Anuskatzz stretches Lilys' ANAL with multiple toy on her strap on, all ending up with lily cumming in her dick cage.
2 years ago
10:06

FapCat

Anuskatzz stretches Lilys' ANAL with multiple toy on her strap on, all ending up with lily cumming in her dick cage.

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4 years ago
17:32

ShemaleTaxi

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Sissy In Stockings And Penis Cage Makes Cum!
4 years ago
13:12

HClips

Sissy In Stockings And Penis Cage Makes Cum!

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2 years ago
0:18

ShemaleSin

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Sissy in G-Cable and Innocence Porked Firm
3 years ago
12:35

KeekAss

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Chinese Sissy Jenny Wei Gets four on 1 Gang-Bang, Dual Anal Invasion from Xxl Sausages
2 years ago
10:17

KeekAss

Chinese Sissy Jenny Wei Gets four on 1 Gang-Bang, Dual Anal Invasion from Xxl Sausages

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Natalie Mars Belt Cock Screw
5 years ago
3:49

KeekAss

Natalie Mars Belt Cock Screw

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Crossdressing Interview Voice Over - A..m..y B..a..b..y Girl Sissy
30 days ago
13:34

PornoXO

Crossdressing Interview Voice Over - A..m..y B..a..b..y Girl Sissy

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taking fotos in the park striping to show off my chastity cage and butt.
2 years ago
7:00

ShemaleSin

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first-ever SISSYGASM purity Slut Misty Cane Cums in her Cage with vibrating hitachi
3 years ago
8:09

ShemaleTaxi

first-ever SISSYGASM purity Slut Misty Cane Cums in her Cage with vibrating hitachi

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Beautiful sissy cum in panties
46 days ago
8:25

aShemaleTube

Beautiful sissy cum in panties

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Cage Free Protein
3 years ago
3:03

ShemaleZ

Cage Free Protein

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TEENAGER FAMBOY IN CHASITY BELT WITH FAKE PENIS
4 years ago
18:51

KeekAss

TEENAGER FAMBOY IN CHASITY BELT WITH FAKE PENIS

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POV Trans Hotty – Vehement Throat Play & Carnal Joy
59 days ago
5:08

ShemaleSin

POV Trans Hotty – Vehement Throat Play & Carnal Joy

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Trying To Cum In My Chastity Cage - Using A Sex tool To Massage My Prostate And A Hitachi On My Rod
29 days ago
12:53

ShemaleSin

Trying To Cum In My Chastity Cage - Using A Sex tool To Massage My Prostate And A Hitachi On My Rod

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Lana Trap gets a rigid Smashing with a giant Rope-on Fake Penis from Domme
4 years ago
13:54

KeekAss

Lana Trap gets a rigid Smashing with a giant Rope-on Fake Penis from Domme

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Instructions for using a chastity cage for sissies
18 days ago
16:15

ShemaleMovie

Instructions for using a chastity cage for sissies

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Big-Titted transsexual rails her sub before assfucking asslicking
5 years ago
10:00

KeekAss

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I cosplay as kuntoichi - a sissy female fox ninja - in front of a mirror in my garden and do some sword practice. I then put on an embarrassing invert
30 days ago
15:35

ShemaleSin

I cosplay as kuntoichi - a sissy female fox ninja - in front of a mirror in my garden and do some sword practice. I then put on an embarrassing invert

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Slim Japanese she-creature ruins her orgasms twice in a row with a vibrator
23 days ago
7:44

ShemaleMovie

Slim Japanese she-creature ruins her orgasms twice in a row with a vibrator

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3 years ago
13:54

KeekAss

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6 years ago
10:00

KeekAss

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3 years ago
12:31

ShemaleTaxi

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Sissy Femboy In Chastity Cage Fucked
15 days ago
26:56

aShemaleTube

Sissy Femboy In Chastity Cage Fucked

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Shemale Officer Drika Lima gives up her ass for bareback sex with an inmate behind bars
2 years ago
15:15

ShemaleTaxi

Shemale Officer Drika Lima gives up her ass for bareback sex with an inmate behind bars

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18 days ago
21:18

ShemaleSin

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Trine Larsen 2025 The tour 8 Black PU and double dildos
47 days ago
9:55

aShemaleTube

Trine Larsen 2025 The tour 8 Black PU and double dildos

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Public with chastity strap! T-Girl pissing throughout a pantyhose in coffee in the restaurant !!
3 years ago
1:12

ShemaleSin

Public with chastity strap! T-Girl pissing throughout a pantyhose in coffee in the restaurant !!

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Dude fucks anus of ladyboy Lianna Lawson wearing chastity cage
5 years ago
3:50

AnySex

Dude fucks anus of ladyboy Lianna Lawson wearing chastity cage

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Cute Asian Sissy JOI Cumshot
49 days ago
1:02

TrannyOne

Cute Asian Sissy JOI Cumshot

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Encaged Femboy Bum Porked by Machine
5 years ago
9:57

KeekAss

Encaged Femboy Bum Porked by Machine

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